TY - JOUR
T1 - Difluorinated Oligothiophenes for High-Efficiency All-Small-Molecule Organic Solar Cells
T2 - Positional Isomeric Effect of Fluorine Substitution on Performance Variations
AU - Duan, Tainan
AU - Gao, Jie
AU - Babics, Maxime
AU - Kan, Zhipeng
AU - Zhong, Cheng
AU - Singh, Ranbir
AU - Yu, Donghong
AU - Lee, Jaewon
AU - Xiao, Zeyun
AU - Lu, Shirong
PY - 2020/3/1
Y1 - 2020/3/1
N2 - Three symmetrically difluorinated organic semiconductors (namely D5T2F-P, D5T2F-S, and D5T2F-T) containing rhodanine-flanked pentathiophene structures are synthesized and used as donors in all-small-molecule organic solar cells (ASM-OSCs) prepared with the small-molecule acceptor 2,2′-((2Z,2′Z)-((4,4,9,9-tetrahexyl-4,9-dihydro-s-indaceno[1,2-b:5,6-b′]dithiophene-2,7-diyl)bis(methanylylidene))bis(5,6-difluoro-3-oxo-2,3-dihydro-1H-indene-2,1-diylidene))dimalononitrile (IDIC-4F). The different substitutional positions of fluorine atoms (–F) in the conjugated backbone of the donor molecule lead to various material and photovoltaic properties being exhibited. Among the three isomers, the centrally fluorinated D5T2F-P exhibits a redshifted absorption spectrum, downshifted highest occupied molecular orbital (HOMO) energy level, and improved miscibility with IDIC-4F in the blend films, all of which result in superior device performance. The power conversion efficiency (PCE) of the ASM-OSCs based on D5T2F-P:IDIC-4F reaches an impressive value of 9.36% with an open-circuit voltage (VOC) value of 0.86 V and a short-circuit current density (JSC) value of 16.94 mA cm−2, whereas those of D5T2F-S (6.11%) and D5T2F-T (5.42%) are much lower. In comparison, an ASM-OSC based on the nonfluorinated analogue DRCN5T fabricated under the same conditions exhibits poorer performance (8.03% with IDIC-4F), revealing 16% enhancement in the PCE achieved through backbone fluorination. The PCE of 9.36% may be one of the highest efficiencies of oligothiophene-based ASM-OSCs reported in the literature to date.
AB - Three symmetrically difluorinated organic semiconductors (namely D5T2F-P, D5T2F-S, and D5T2F-T) containing rhodanine-flanked pentathiophene structures are synthesized and used as donors in all-small-molecule organic solar cells (ASM-OSCs) prepared with the small-molecule acceptor 2,2′-((2Z,2′Z)-((4,4,9,9-tetrahexyl-4,9-dihydro-s-indaceno[1,2-b:5,6-b′]dithiophene-2,7-diyl)bis(methanylylidene))bis(5,6-difluoro-3-oxo-2,3-dihydro-1H-indene-2,1-diylidene))dimalononitrile (IDIC-4F). The different substitutional positions of fluorine atoms (–F) in the conjugated backbone of the donor molecule lead to various material and photovoltaic properties being exhibited. Among the three isomers, the centrally fluorinated D5T2F-P exhibits a redshifted absorption spectrum, downshifted highest occupied molecular orbital (HOMO) energy level, and improved miscibility with IDIC-4F in the blend films, all of which result in superior device performance. The power conversion efficiency (PCE) of the ASM-OSCs based on D5T2F-P:IDIC-4F reaches an impressive value of 9.36% with an open-circuit voltage (VOC) value of 0.86 V and a short-circuit current density (JSC) value of 16.94 mA cm−2, whereas those of D5T2F-S (6.11%) and D5T2F-T (5.42%) are much lower. In comparison, an ASM-OSC based on the nonfluorinated analogue DRCN5T fabricated under the same conditions exhibits poorer performance (8.03% with IDIC-4F), revealing 16% enhancement in the PCE achieved through backbone fluorination. The PCE of 9.36% may be one of the highest efficiencies of oligothiophene-based ASM-OSCs reported in the literature to date.
KW - binding energies
KW - fluorination
KW - nonfullerene
KW - organic solar cells
KW - small-molecule donors
UR - http://www.scopus.com/inward/record.url?scp=85083910981&partnerID=8YFLogxK
U2 - 10.1002/solr.201900472
DO - 10.1002/solr.201900472
M3 - Journal article
AN - SCOPUS:85083910981
SN - 2367-198X
VL - 4
JO - Solar RRL
JF - Solar RRL
IS - 3
M1 - 1900472
ER -